(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

Base Information

Chemical Name:(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate
CAS No.:888504-83-4
Molecular Formula:C₂₈H₃₂N₂O₇S
Molecular Weight:540.637
Hs Code.:

Synonyms:(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

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Chemical Property of (αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

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Technology Process of (αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

There total 4 articles about (αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 888504-81-2
(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

: 888504-83-4
(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; for 68h; under 750.06 Torr;
DOI:10.1002/hlca.200690058

Reference yield:

: 87-51-4
indole-3-acetic acid

: 888504-83-4
(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 93 percent / tetrahydrofuran; hexane / 16 h / 23 °C

2.1: DCC / CH₂Cl₂ / 4 h / 0 - 23 °C

2.2: KOH / methanol / 2 h / 23 °C

2.3: 82 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 23 °C

3.1: 92 percent / H₂ / Pd/C / ethanol; acetic acid / 68 h / 750.06 Torr

With n-butyllithium; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetic acid;
DOI:10.1002/hlca.200690058

Reference yield:

: 888504-80-1
1-[(4-methoxyphenyl)sulfonyl]-1H-3-indole-3-acetic acid

: 888504-83-4
(αR,1S,6S,7S)-7-hydroxy-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]ctane-6-methanol α-acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: DCC / CH₂Cl₂ / 4 h / 0 - 23 °C

1.2: KOH / methanol / 2 h / 23 °C

1.3: 82 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 23 °C

2.1: 92 percent / H₂ / Pd/C / ethanol; acetic acid / 68 h / 750.06 Torr

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid;
DOI:10.1002/hlca.200690058